Sodium Iodide → HCID 22478065, compound

HRID 2182343Notes

Reaction equation

HRID 2182343 reaction equation
[I-].[Na+].Br[CH2:4][CH3:5].C(=O)([O-])[O-].[K+].[K+].[CH2:12]([N:19]1[C:23]([C:24]([O:26][CH3:27])=[O:25])=[CH:22][C:21]([OH:28])=[N:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CC(C)=O>[CH2:12]([N:19]1[C:23]([C:24]([O:26][CH3:27])=[O:25])=[CH:22][C:21]([O:28][CH2:4][CH3:5])=[N:20]1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 178498601HCID 178498601, compound

Product 1

HCID 22478065HCID 22478065, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
20 °C

Procedure

5 mg of sodium iodide, 36 μl of bromoethane and 70 mg of potassium carbonate are added, at a temperature in the region of 20° C., to a solution of 100 mg of methyl 2-benzyl-5-hydroxy-2H-pyrazole-3-carboxylate in 1 ml of acetone. The reaction mixture is refluxed for 9 hours, cooled to a temperature in the region of 20° C. and filtered. The filtrate is concentrated under reduced pressure. 76 mg of methyl 2-benzyl-5-ethoxy-2H-pyrazole-3-carboxylate are thus obtained in the form of a solid, the characteristics of which are as follows:

Workup

  1. temperatureThe reaction mixture is refluxed for 9 hours
  2. filtrationfiltered
  3. concentrationThe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-07efd8cf5eb546d68e85a2a89121182c
Source dataset
uspto-grants-2005_05
Patent number
US06897208B2

Reaction notes

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